US20140217322A1 - Lithium ion capacitor - Google Patents
Lithium ion capacitor Download PDFInfo
- Publication number
- US20140217322A1 US20140217322A1 US13/983,428 US201213983428A US2014217322A1 US 20140217322 A1 US20140217322 A1 US 20140217322A1 US 201213983428 A US201213983428 A US 201213983428A US 2014217322 A1 US2014217322 A1 US 2014217322A1
- Authority
- US
- United States
- Prior art keywords
- lithium
- ion capacitor
- group
- capacitor according
- electrolyte solution
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 229910001416 lithium ion Inorganic materials 0.000 title claims abstract description 99
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 title claims abstract description 97
- 239000003990 capacitor Substances 0.000 title claims abstract description 96
- 239000011255 nonaqueous electrolyte Substances 0.000 claims abstract description 67
- 150000001875 compounds Chemical class 0.000 claims abstract description 42
- -1 cyclic carbonate ester Chemical class 0.000 claims abstract description 35
- 150000001733 carboxylic acid esters Chemical class 0.000 claims abstract description 31
- 229910052744 lithium Inorganic materials 0.000 claims abstract description 11
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 7
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 7
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims abstract description 5
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims abstract description 5
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 5
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052785 arsenic Inorganic materials 0.000 claims abstract description 5
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052796 boron Inorganic materials 0.000 claims abstract description 5
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims abstract description 5
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 5
- 150000002367 halogens Chemical class 0.000 claims abstract description 5
- 229910052749 magnesium Inorganic materials 0.000 claims abstract description 5
- 239000011777 magnesium Substances 0.000 claims abstract description 5
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 5
- 239000011574 phosphorus Substances 0.000 claims abstract description 5
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 5
- 239000010703 silicon Substances 0.000 claims abstract description 5
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims description 54
- VAYTZRYEBVHVLE-UHFFFAOYSA-N 1,3-dioxol-2-one Chemical compound O=C1OC=CO1 VAYTZRYEBVHVLE-UHFFFAOYSA-N 0.000 claims description 21
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 125000005843 halogen group Chemical group 0.000 claims description 12
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 8
- BJWMSGRKJIOCNR-UHFFFAOYSA-N 4-ethenyl-1,3-dioxolan-2-one Chemical compound C=CC1COC(=O)O1 BJWMSGRKJIOCNR-UHFFFAOYSA-N 0.000 claims description 6
- HBJICDATLIMQTJ-UHFFFAOYSA-N C(O)(O)=O.C(=C)C=CC=C Chemical compound C(O)(O)=O.C(=C)C=CC=C HBJICDATLIMQTJ-UHFFFAOYSA-N 0.000 claims description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 229940021013 electrolyte solution Drugs 0.000 description 77
- 239000008151 electrolyte solution Substances 0.000 description 14
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 10
- 238000000354 decomposition reaction Methods 0.000 description 9
- 239000000203 mixture Substances 0.000 description 9
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 8
- 230000006866 deterioration Effects 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 7
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 6
- 239000011267 electrode slurry Substances 0.000 description 6
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 6
- 229910001290 LiPF6 Inorganic materials 0.000 description 5
- 239000011888 foil Substances 0.000 description 5
- 150000002500 ions Chemical class 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
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- 238000000034 method Methods 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 4
- 239000006183 anode active material Substances 0.000 description 4
- 239000003125 aqueous solvent Substances 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- 239000006182 cathode active material Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000006258 conductive agent Substances 0.000 description 4
- GAEKPEKOJKCEMS-UHFFFAOYSA-N gamma-valerolactone Chemical compound CC1CCC(=O)O1 GAEKPEKOJKCEMS-UHFFFAOYSA-N 0.000 description 4
- 229910003002 lithium salt Inorganic materials 0.000 description 4
- 159000000002 lithium salts Chemical class 0.000 description 4
- 230000014759 maintenance of location Effects 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 229920003026 Acene Polymers 0.000 description 3
- 239000003792 electrolyte Substances 0.000 description 3
- 229910002804 graphite Inorganic materials 0.000 description 3
- 239000010439 graphite Substances 0.000 description 3
- 230000002427 irreversible effect Effects 0.000 description 3
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- ZZXUZKXVROWEIF-UHFFFAOYSA-N 1,2-butylene carbonate Chemical compound CCC1COC(=O)O1 ZZXUZKXVROWEIF-UHFFFAOYSA-N 0.000 description 2
- OALYTRUKMRCXNH-UHFFFAOYSA-N 5-pentyloxolan-2-one Chemical compound CCCCCC1CCC(=O)O1 OALYTRUKMRCXNH-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- GSLDEZOOOSBFGP-UHFFFAOYSA-N alpha-methylene gamma-butyrolactone Chemical compound C=C1CCOC1=O GSLDEZOOOSBFGP-UHFFFAOYSA-N 0.000 description 2
- 239000003575 carbonaceous material Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000000571 coke Substances 0.000 description 2
- 239000011889 copper foil Substances 0.000 description 2
- 238000005520 cutting process Methods 0.000 description 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 2
- 238000007606 doctor blade method Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000011883 electrode binding agent Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 230000001976 improved effect Effects 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- OMQHDIHZSDEIFH-UHFFFAOYSA-N 3-Acetyldihydro-2(3H)-furanone Chemical compound CC(=O)C1CCOC1=O OMQHDIHZSDEIFH-UHFFFAOYSA-N 0.000 description 1
- ALZLTHLQMAFAPA-UHFFFAOYSA-N 3-Methylbutyrolactone Chemical compound CC1COC(=O)C1 ALZLTHLQMAFAPA-UHFFFAOYSA-N 0.000 description 1
- ALWUKGXLBSQSMA-UHFFFAOYSA-N 5-Hexyldihydro-5-methyl-2(3H)-furanone Chemical compound CCCCCCC1(C)CCC(=O)O1 ALWUKGXLBSQSMA-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- QGLBZNZGBLRJGS-UHFFFAOYSA-N Dihydro-3-methyl-2(3H)-furanone Chemical compound CC1CCOC1=O QGLBZNZGBLRJGS-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910011469 Li4/3Ti5/3O4 Inorganic materials 0.000 description 1
- 229910010199 LiAl Inorganic materials 0.000 description 1
- 229910012506 LiSi Inorganic materials 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229910003092 TiS2 Inorganic materials 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- QOTQFLOTGBBMEX-UHFFFAOYSA-N alpha-angelica lactone Chemical compound CC1=CCC(=O)O1 QOTQFLOTGBBMEX-UHFFFAOYSA-N 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000001639 boron compounds Chemical class 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- VJRTZEWWUALMFH-UHFFFAOYSA-N carbonic acid;pent-1-yne Chemical compound OC(O)=O.CCCC#C VJRTZEWWUALMFH-UHFFFAOYSA-N 0.000 description 1
- 238000010000 carbonizing Methods 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 150000004292 cyclic ethers Chemical group 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 239000007849 furan resin Substances 0.000 description 1
- OALYTRUKMRCXNH-QMMMGPOBSA-N gamma-Nonalactone Natural products CCCCC[C@H]1CCC(=O)O1 OALYTRUKMRCXNH-QMMMGPOBSA-N 0.000 description 1
- JBFHTYHTHYHCDJ-UHFFFAOYSA-N gamma-caprolactone Chemical compound CCC1CCC(=O)O1 JBFHTYHTHYHCDJ-UHFFFAOYSA-N 0.000 description 1
- IPBFYZQJXZJBFQ-UHFFFAOYSA-N gamma-octalactone Chemical compound CCCCC1CCC(=O)O1 IPBFYZQJXZJBFQ-UHFFFAOYSA-N 0.000 description 1
- 229910021397 glassy carbon Inorganic materials 0.000 description 1
- JMANVNJQNLATNU-UHFFFAOYSA-N glycolonitrile Natural products N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910003480 inorganic solid Inorganic materials 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 239000002608 ionic liquid Substances 0.000 description 1
- 229910052745 lead Inorganic materials 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910052976 metal sulfide Inorganic materials 0.000 description 1
- 239000012982 microporous membrane Substances 0.000 description 1
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- 239000011331 needle coke Substances 0.000 description 1
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- 239000006253 pitch coke Substances 0.000 description 1
- 229920001197 polyacetylene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
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- 229920000098 polyolefin Polymers 0.000 description 1
- 229920000128 polypyrrole Polymers 0.000 description 1
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- 229920006395 saturated elastomer Polymers 0.000 description 1
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- 229910052718 tin Inorganic materials 0.000 description 1
- 229910000314 transition metal oxide Inorganic materials 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/54—Electrolytes
- H01G11/56—Solid electrolytes, e.g. gels; Additives therein
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/04—Hybrid capacitors
- H01G11/06—Hybrid capacitors with one of the electrodes allowing ions to be reversibly doped thereinto, e.g. lithium ion capacitors [LIC]
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/54—Electrolytes
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/54—Electrolytes
- H01G11/58—Liquid electrolytes
- H01G11/62—Liquid electrolytes characterised by the solute, e.g. salts, anions or cations therein
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
- H01G11/54—Electrolytes
- H01G11/58—Liquid electrolytes
- H01G11/64—Liquid electrolytes characterised by additives
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/13—Energy storage using capacitors
Definitions
- the present invention relates to a lithium-ion capacitor.
- a high-voltage electrical storage device having a high energy density has been desired as a power supply for driving an electronic instrument.
- a lithium-ion capacitor has been expected to be a high-voltage electrical storage device having a high energy density.
- a cyclic carbonate ester e.g., ethylene carbonate
- a chain-like carbonate ester e.g., dimethyl carbonate
- a carboxylic ester e.g., gamma-butyrolactone
- JP-A-11-97062 discloses that a lactone compound (i.e., carboxylic ester) can provide sufficient conductivity even at a low temperature due to a low freezing point and a high dielectric constant.
- JP-A-2005-101003 discloses a technique that adds vinylene carbonate to the electrolyte solution. According to the technique disclosed in JP-A-2005-101003, decomposition of the carboxylic ester is suppressed by a protective film formed on the anode, and a deterioration in the electrolyte solution due to the charge-discharge cycle can be reduced.
- JP-A-2004-6240 discloses that a high-voltage lithium-ion capacitor having a high energy density can be produced by utilizing a lithium salt (e.g., lithium tetracyanoborate (LiB(CN) 4 )) having a wide potential window as the solute of the electrolyte solution.
- a lithium salt e.g., lithium tetracyanoborate (LiB(CN) 4 ) having a wide potential window as the solute of the electrolyte solution.
- the composition of the electrolyte solution has not been known that makes it possible to produce a lithium-ion capacitor that utilizes a lithium salt (e.g., lithium tetracyanoborate (LiB(CN) 4 )) having a wide potential window as the solute of the electrolyte solution, and rarely shows a deterioration in charge-discharge characteristics.
- a lithium salt e.g., lithium tetracyanoborate (LiB(CN) 4
- Several aspects of the invention may solve the above problems, and may provide a high-voltage lithium-ion capacitor having a high energy density for which a deterioration due to the charge-discharge cycle can be reduced.
- the invention was conceived in order to solve at least some of the above problems, and may be implemented as the following aspects or application examples.
- a lithium-ion capacitor includes a non-aqueous electrolyte solution that includes (A) a compound represented by a general formula (1), (B) a cyclic carbonate ester that includes at least one carbon-carbon unsaturated bond, and (C) a carboxylic ester, the non-aqueous electrolyte solution having a ratio (M B /M C ) of 0.001 to 0.5, the ratio (M B /M C ) being a ratio of a content (M B ) (mmol/g) of the cyclic carbonate ester (B) to a content (M C ) (mmol/g) of the carboxylic ester (C),
- X is at least one element selected from boron, aluminum, silicon, phosphorus, and arsenic
- Y is a halogen
- Z is lithium or magnesium
- m is an integer from 3 to 6
- n is an integer from 0 to 5, provided that m+n ⁇ 3.
- the compound (A) may be at least one compound selected from LiB(CN) 4 and LiP(CN) 6 .
- the cyclic carbonate ester (B) may be a compound represented by a general formula (2),
- R 1 and R 2 are independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 1 to 6 carbon atoms, or a phenyl group.
- the cyclic carbonate ester (B) may be at least one compound selected from vinylene carbonate, vinyl ethylene carbonate, divinyl ethylene carbonate, and fluorovinylene carbonate.
- the carboxylic ester (C) may be a compound represented by a general formula (3),
- R 3 to R 8 are independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, or an acetyl group.
- the carboxylic ester (C) may be at least one compound selected from gamma-butyrolactone and derivatives thereof
- a high-voltage lithium-ion capacitor having a high energy density for which a deterioration due to the charge-discharge cycle can be reduced.
- a lithium-ion capacitor which utilizes a lithium salt (e.g., lithium tetracyanoborate (LiB(CN) 4 )) having a wide potential window as the solute of the electrolyte solution, and for which a deterioration in charge-discharge characteristics can be effectively reduced.
- a lithium salt e.g., lithium tetracyanoborate (LiB(CN) 4 )
- a lithium-ion capacitor includes a non-aqueous electrolyte solution that includes (A) a compound represented by the following general formula (1) (hereinafter may be referred to as “component (A)”), (B) a cyclic carbonate ester that includes at least one carbon-carbon unsaturated bond (hereinafter may be referred to as “component (B)”), and (C) a carboxylic ester (hereinafter may be referred to as “component (C)”), the non-aqueous electrolyte solution having a ratio (M B /M C ) of 0.001 to 0.5, the ratio (M B /M C ) being the ratio of the content (M B ) (mmol/g) of the component (B) to the content (M C ) (mmol/g) of the component (C).
- component (A) a compound represented by the following general formula (1)
- component (B) a cyclic carbonate ester that includes at least one carbon-carbon unsaturated bond
- X is at least one element selected from boron, aluminum, silicon, phosphorus, and arsenic
- Y is a halogen
- Z is lithium or magnesium
- m is an integer from 3 to 6
- n is an integer from 0 to 5, provided that m+n ⁇ 3.
- the non-aqueous electrolyte solution included in the lithium-ion capacitor according to one embodiment of the invention includes the compound represented by the general formula (1) as the component (A).
- the component (A) is a solute that can provide the non-aqueous electrolyte solution with electrical conductivity.
- the Gaussian 03 calculation results show that the component (A) exhibits high oxidation resistance as compared with F 6 P ⁇ , F 4 B ⁇ , and the like that are added to a normal non-aqueous electrolyte solution, and it is considered that the component (A) is not easily decomposed even at an oxidation potential of +10 V. Therefore, it is conjectured that the potential window of the non-aqueous electrolyte solution can be extended by adding the component (A).
- the operating voltage of the lithium-ion capacitor can be increased, and a high energy density can be achieved by applying such a non-aqueous electrolyte solution to the lithium-ion capacitor.
- the component (A) has a thermal decomposition start temperature of 400° C. or more, it is possible to provide a safe non-aqueous electrolyte solution for which a deterioration is suppressed.
- X in the general formula (1) is at least one element selected from boron, aluminum, silicon, phosphorus, and arsenic. An element necessary for the lithium-ion capacitor may be appropriately selected as X.
- Z in the general formula (1) is lithium or magnesium. An element necessary for the lithium-ion capacitor may be appropriately selected as Z.
- LiSi(CN) 3 , LiB(CN) 4 , LiAl(CN) 4 , LiP(CN) 6 , LiAs(CN) 6 , and combinations thereof with another alkali/alkaline-earth metal (salt of another alkali/alkaline-earth metal) are preferable as the component (A), for example. It is preferable that the component (A) be at least one compound selected from LiB(CN) 4 and LiP(CN) 6 (more preferably LiB(CN) 4 ) due to excellent solubility in the non-aqueous solvent.
- the compounds represented by the general formula (1) may be used either alone or in combination.
- the content of the component (A) in the non-aqueous electrolyte solution is appropriately set depending on the application of the non-aqueous electrolyte solution and the like.
- the content of the component (A) in the non-aqueous electrolyte solution is preferably 1.0 ⁇ 10 ⁇ 1 to 2.0 ⁇ 10 0 mmol/g, and more preferably 3.0 ⁇ 10 ⁇ 1 to 1.0 ⁇ 10 0 mmol/g, based on the total mass of the non-aqueous electrolyte solution.
- the component (A) When the content of the component (A) is within the above range, the component (A) can be dissolved in the non-aqueous solvent, and high ion conductivity is achieved due to a sufficiently high ion concentration in the non-aqueous electrolyte solution.
- the component (A) may be produced by an arbitrary method.
- stable and high-purity [B(CN) 4 ] ⁇ can be produced by reacting a cyanogen compound that includes a specific metal (i.e., one metal selected from Zn, Ga, Pd, Sn, Hg, Rh, Cu, and Pb) with a boron compound as starting materials (see JP-A-2010-13433).
- the non-aqueous electrolyte solution included in the lithium-ion capacitor according to one embodiment of the invention includes the cyclic carbonate ester that includes at least one carbon-carbon unsaturated bond as the component (B).
- the component (B) can form a protective film on the anode, and suppress decomposition of the carboxylic ester (C) on the anode.
- the component (B) is preferably a compound represented by the following general formula (2).
- R 1 and R 2 are independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 1 to 6 carbon atoms, or a phenyl group.
- component (B) examples include vinylene carbonate (VC), 3-methyl vinylene carbonate, 3,4-dimethyl vinylene carbonate, 3-ethyl vinylene carbonate, 3,4-diethyl vinylene carbonate, 3-propyl vinylene carbonate, 3,4-dipropyl vinylene carbonate, 3-phenyl vinylene carbonate, 3,4-diphenyl vinylene carbonate, vinyl ethylene carbonate (VEC), divinyl ethylene carbonate (DVEC), fluorovinylene carbonate, and the like. These compounds may be used either alone or in combination. Note that some of the hydrogen atoms of these compounds may be substituted with a fluorine atom.
- the component (B) efficiently forms a protective film on the anode, and exhibits an improved effect of suppressing hydrolysis of the carboxylic ester (C).
- the content of the component (B) in the non-aqueous electrolyte solution is appropriately set depending on the application of the non-aqueous electrolyte solution and the like.
- the content of the component (B) in the non-aqueous electrolyte solution is preferably 1.0 ⁇ 10 ⁇ 2 to 4.0 ⁇ 10 0 mmol/g, and more preferably 1.0 ⁇ 10 ⁇ 1 to 2.0 ⁇ 10 0 mmol/g, based on the total mass of the non-aqueous electrolyte solution.
- the component (B) forms a moderate protective film on the anode without forming an excessive protective film.
- the component (B) functions as a poor solvent for the component (A) in the non-aqueous electrolyte solution.
- the component (A) can be sufficiently dissolved when the content of the component (B) is within the above range. Therefore, when the content of the component (B) is within the above range, it is possible to produce a stable non-aqueous electrolyte solution in which the component (A) does not precipitate over a wide temperature range.
- the non-aqueous electrolyte solution included in the lithium-ion capacitor according to one embodiment of the invention includes the carboxylic ester as the component (C).
- the component (C) is preferably a carboxylic ester that has a cyclic ether structure, and more preferably a compound represented by the following general formula (3).
- R 3 to R 8 are independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, or an acetyl group.
- component (C) examples include propylene carbonate (PC), ethylene carbonate (EC), butylene carbonate (BC), gamma-butyrolactone (GBL), gamma-valerolactone (GVL), alpha-acetyl-gamma-butyrolactone, alpha-methyl-gamma-butyrolactone, beta-methyl-gamma-butyrolactone, alpha-angelicalactone, alpha-methylene-gamma-butyrolactone, gamma-hexanolactone, gamma-nonalactone, gamma-octanolactone, gamma-methyl-gamma-decanolactone, derivatives thereof, and the like. These compounds may be used either alone or in combination. Note that some of the hydrogen atoms of these compounds may be substituted with a fluorine atom.
- At least one compound selected from gamma-butyrolactone and derivatives thereof is preferable to use at least one compound selected from gamma-butyrolactone and derivatives thereof as the component (C) since the component (A) can be dissolved at a high concentration.
- the content of the component (C) in the non-aqueous electrolyte solution is appropriately set depending on the application of the non-aqueous electrolyte solution and the like.
- the content of the component (C) in the non-aqueous electrolyte solution is preferably 1 to 20 mmol/g, and more preferably 5 to 15 mmol/g, based on the total mass of the non-aqueous electrolyte solution.
- the component (A) can be dissolved at a high concentration.
- the non-aqueous electrolyte solution included in the lithium-ion capacitor according to one embodiment of the invention may further include (D) a chain-like carbonate ester.
- the viscosity of the non-aqueous solvent can be reduced by adding the chain-like carbonate ester (D), so that the charge-discharge characteristics of the lithium-ion capacitor at a low temperature can be further improved.
- Examples of the chain-like carbonate ester (D) include dimethyl carbonate (DMC), ethyl methyl carbonate (EMC), diethyl carbonate (DEC), and the like. These compounds may be used either alone or in combination.
- the content of the chain-like carbonate ester (D) in the non-aqueous electrolyte solution is preferably 50 vol % or less, more preferably 0.1 to 30 vol %, and particularly preferably 0.1 to 20 vol %.
- the non-aqueous electrolyte solution included in the lithium-ion capacitor according to one embodiment of the invention may optionally further include an organic solvent, an ionic liquid, a polymer electrolyte, an inorganic solid electrolyte, and the like that may be added to a non-aqueous electrolyte solution for a lithium-ion capacitor.
- the non-aqueous electrolyte solution included in the lithium-ion capacitor according to one embodiment of the invention is characterized in that the ratio (M B /M C ) of the content (M B ) (mmol/g) of the component (B) to the content (M C ) (mmol/g) of the component (C) is 0.001 to 0.5.
- the ratio (M B /M C ) is preferably 0.005 to 0.35, and more preferably 0.02 to 0.1.
- the ratio (M B /M C ) is within the above range, the component (B) forms a moderate protective film on the anode without forming an excessive protective film.
- the component (B) may not form a sufficient protective film on the anode, and decomposition of the component (C) may not be suppressed. As a result, an increase in internal resistance due to a decomposition product may occur when the charge-discharge cycle is repeated.
- the ratio (M B /M C ) exceeds the above range, the solubility of the component (A) in the non-aqueous electrolyte solution may significantly decrease, and sufficient ion conductivity may not be obtained. If the ratio (M B /M C ) exceeds the above range, the component (B) may form an excessive protective film on the anode at a high temperature. The excessive protective film may hinder smooth insertion/extraction of lithium ions into/from the anode, and the charge-discharge characteristics of the lithium-ion capacitor may significantly deteriorate.
- a cathode and an anode that are normally used for a lithium-ion capacitor may be used as the cathode and the anode included in the lithium-ion capacitor that utilizes the non-aqueous electrolyte solution.
- the cathode active material and the anode active material described below may be used for the lithium-ion capacitor according to one embodiment of the invention, for example.
- the cathode active material examples include activated carbon, a polyacene-based organic semiconductor (PAS) having a polyacene-based skeleton (structure) that is obtained by subjecting an aromatic fused polymer to a heat treatment and has a hydrogen/carbon atomic ratio of 0.05 to 0.50, and the like.
- activated carbon is particularly preferable.
- a material that can be undoped or doped with lithium metal or lithium may be used as the anode active material.
- the material that can be undoped or doped with lithium include carbon materials such as pyrolytic carbon, coke (e.g., pitch coke, needle coke, and petroleum coke), graphite, glassy carbon, an organic polymer compound calcined product (i.e., a product obtained by calcining and carbonizing a phenol resin, a furan resin, or the like at an appropriate temperature), carbon fibers, and activated carbon, polymers such as polyacetylene, polypyrrole, and polyacene, and lithium-containing transition metal oxides or sulfides such as Li 4/3 Ti 5/3 O 4 and TiS 2 .
- the carbon materials are preferable, and graphite is particularly preferable.
- the cathode active material is mixed with a binder and a conductive agent to prepare a paste, and the paste is applied to a collector made of an aluminum foil to obtain an electrode plate, for example.
- the anode active material is mixed with a binder and a conductive agent to prepare a paste, and the paste is applied to a collector made of a copper foil to obtain an electrode plate, for example.
- a known binder and a known conductive agent may be used as the binder and the conductive agent.
- the lithium-ion capacitor according to one embodiment of the invention includes a separator that is positioned between the cathode and the anode.
- the separator prevents a short circuit due to contact between the cathode and the anode, and retains the non-aqueous electrolyte solution to provide ion conductivity.
- a separator that is normally used for a lithium-ion capacitor may be used as the separator. It is preferable that the separator be a microporous membrane. Examples of a material for forming the separator include polyolefins (e.g., polyethylene and polypropylene) and cellulose paper.
- the lithium-ion capacitor according to one embodiment of the invention may be a cylindrical lithium-ion capacitor, a laminate-type lithium-ion capacitor, or the like.
- the shape of the cathode, the anode, and the separator (optional) may be appropriately changed corresponding to the shape of the lithium-ion capacitor.
- Non-aqueous electrolyte solutions used for the lithium-ion capacitors of Examples 2 to 4 and Comparative Examples 1 to 11 were prepared in the same manner as the non-aqueous electrolyte solution used for the lithium-ion capacitor of Example 1, except that the amounts and the types of the component (A), the component (B), the component (C), and the optional component were changed as shown in Table 1.
- LiTCB lithium tetracyanoborate (“IX-1-NE-203” manufactured by Nippon Shokubai Co., Ltd.)
- LiPF 6 lithium hexafluorophosphate (“LBG-45864” manufactured by Kishida Chemical Co., Ltd.)
- VC vinylene carbonate (“LBG-84922” manufactured by Kishida Chemical Co., Ltd.)
- GBL gamma-butyrolactone (“LBG-11785” manufactured by Kishida Chemical Co., Ltd.)
- EC ethylene carbonate (“LBG-29015” manufactured by Kishida Chemical Co., Ltd.)
- EMC ethyl methyl carbonate (“LBG-31385” manufactured by Kishida Chemical Co., Ltd.)
- DEC diethyl carbonate (“LBG-23605” manufactured by Kishida Chemical Co., Ltd.)
- PC propylene carbonate (“LBG-64950” manufactured by Kishida Chemical Co., Ltd.)
- the non-aqueous electrolyte solution was transparent. Fair: The non-aqueous electrolyte solution was cloudy, but no precipitate was observed. Unacceptable: The non-aqueous electrolyte solution was cloudy, and a precipitate was observed.
- the non-aqueous electrolyte solution When the non-aqueous electrolyte solution was transparent, it was determined that the solute was sufficiently dissolved, and the non-aqueous electrolyte solution can be advantageously used as an electrolyte solution.
- the non-aqueous electrolyte solution When the non-aqueous electrolyte solution was cloudy, but no precipitate was observed, it was determined that the non-aqueous electrolyte solution can be used as an electrolyte solution although the non-aqueous electrolyte solution is close to a saturated state.
- a precipitate When a precipitate was observed, it was determined that the composition of the non-aqueous electrolyte solution was non-uniform, and the non-aqueous electrolyte solution cannot be applied to a lithium-ion capacitor.
- a twin-screw planetary mixer (“TK HIVIS MIX 2P-03” manufactured by PRIMIX Corporation) was charged with 1.5 parts by mass (based on solid content) of a thickener (“CMC1120” manufactured by Daicel Corporation), 100 parts by mass (based on solid content) of graphite (anode active material), and 68 parts by mass of water. The mixture was stirred at 60 rpm for 1 hour. After the addition of 1 part by mass (based on solid content) of an electrochemical device electrode binder (“TRD2001” manufactured by JSR Corporation), the mixture was stirred for 1 hour to obtain a paste.
- TK HIVIS MIX 2P-03 manufactured by PRIMIX Corporation
- the mixture was stirred at 200 rpm for 2 minutes, stirred at 1800 rpm for 5 minutes, and stirred at 1800 rpm for 1.5 minutes under vacuum using a stirrer/deaerator (“THINKY Mixer (Awatori Rentarou)” manufactured by THINKY Corporation) to prepare an electrochemical device electrode slurry.
- the electrochemical device electrode slurry was uniformly applied to the surface of a collector made of a copper foil using a doctor blade method so that the thickness after drying was 80 micrometers.
- the electrochemical device electrode slurry was then dried at 120° C. for 20 minutes to obtain an anode for a lithium-ion capacitor.
- a twin-screw planetary mixer (“TK HIVIS MIX 2P-03” manufactured by PRIMIX Corporation) was charged with 6.0 parts by mass (based on solid content) of an electrochemical device electrode binder (“TRD201A” manufactured by JSR Corporation), 3.5 parts by mass (based on solid content) of a thickener (“CMC1120” manufactured by Daicel Corporation), 7.0 parts by mass of a conductive aid (“HS-100” manufactured by Denki Kagaku Kogyo Kabushiki Kaisha), and 84 parts by mass (based on solid content) of a cathode active material (“MSP-20S” manufactured by Kansai Coke and Chemicals Co., Ltd.). The mixture was stirred at 60 rpm for 2 hours to prepare a paste.
- TRD201A electrochemical device electrode binder
- CMC1120 manufactured by Daicel Corporation
- HS-100 conductive aid
- MSP-20S cathode active material
- the mixture was stirred at 200 rpm for 2 minutes, stirred at 1800 rpm for 5 minutes, and stirred at 1800 rpm for 1.5 minutes under vacuum using a stirrer/deaerator (“THINKY Mixer (Awatori Rentarou)” manufactured by THINKY Corporation) to prepare an electrochemical device electrode slurry.
- the electrochemical device electrode slurry was uniformly applied to the surface of a collector made of an aluminum foil using a doctor blade method so that the thickness after drying was 80 micrometers.
- the electrochemical device electrode slurry was then dried at 120° C. for 20 minutes to obtain a cathode for a lithium-ion capacitor.
- anode (diameter: 15.95 mm) obtained by cutting the anode produced as described above (see “2.2.1. Production of anode”) was placed on a two-electrode coin cell (“HS Flat Cell” manufactured by Hohsen Corp.).
- a separator (“Celgard #2400” manufactured by Celgard, LLC.) (diameter: 24 mm) obtained by cutting a polypropylene porous membrane was placed on the anode, and 500 microliters of the electrolyte solution prepared as described above (see “2.1.1.
- the half-cell produced as described above was connected to a charge-discharge measurement system (“HJ1001SM8A” manufactured by Hokuto Denko Corporation, cell: room temperature), and charged at a constant current (0.3 mA) for 8 hours to pre-dope the anode with Li ions.
- HJ1001SM8A charge-discharge measurement system manufactured by Hokuto Denko Corporation, cell: room temperature
- the Li metal foil was removed from the half-cell produced as described above (see “2.2.4. Pre-doping of anode with Li ions”), and the cathode produced as described above (see “2.2.2. Production of cathode”) was placed in place of the Li metal foil to seal the cell. A lithium-ion capacitor cell was thus produced.
- the lithium-ion capacitor cell produced as described above was connected to the charge-discharge measurement system, and the discharge capacity and the coulombic efficiency were evaluated.
- the lithium-ion capacitor cell was charged at a constant current (0.3 mA), and determined to be fully charged (cut-off) when the voltage reached 4.2 V.
- the lithium-ion capacitor cell was then discharged at a constant current (0.3 mA), and determined to be fully discharged (cut-off) when the voltage reached 3.2 V.
- the coulombic efficiency (%) (indicated by the ratio of the discharge capacity to the charge capacity) was calculated from the charge capacity and the discharge capacity measured as described above.
- Table 1 shows the discharge capacity and the coulombic efficiency (at 0.3 mA) of the lithium-ion capacitors of Examples 1 to 4 and Comparative Examples 1 to 11.
- the coulombic efficiency at 0.3 mA was 88% or more, it was determined that a protective film was efficiently formed on the surface of the anode during initial charge/discharge, and the energy loss due to the irreversible reaction was small.
- the coulombic efficiency at 0.3 mA was less than 88%, it was determined that a protective film was not efficiently formed on the surface of the anode, and the energy loss due to the irreversible reaction was large.
- the lithium-ion capacitor cell subjected to the evaluation of the discharge capacity and the coulombic efficiency was charged up to 4.2 V at a constant current (0.6 mA).
- the lithium-ion capacitor cell was then charged at a constant current (0.6 mA) for 10 seconds to determine a change in voltage, allowed to stand for 1 minute, and discharged at a constant current (1.2 mA) for 10 seconds to determine a change in voltage.
- the voltage when charging and discharging the lithium-ion capacitor cell was determined in the same manner as described above while changing the current value from 0.6 mA to 1.2 mA, 1.8 mA, 3.0 mA, and 5.0 mA.
- a graph was drawn by plotting the current value (A) (horizontal axis) and the voltage (V) (vertical axis), and the slope of a straight line that connects the plotted points was calculated. The slope was evaluated as the DC internal resistance (DC-IR) during charge and discharge.
- Table 1 shows the DC internal resistance (DC-IR) of the lithium-ion capacitors of Examples 1 to 4 and Comparative Examples 1 to 11 during charge and discharge.
- the lithium-ion capacitor cell subjected to the evaluation of the DC internal resistance (DC-IR) (see “2.3.2. Evaluation of DC internal resistance (DC-1R)” was charged at a constant current (0.3 mA), and determined to be fully charged (cut-off) when the voltage reached 4.2 V.
- the lithium-ion capacitor cell was then discharged at a constant current (0.3 mA), and determined to be fully discharged (cut-off) when the voltage reached 3.2 V, and the discharge capacity in the first cycle was calculated.
- the charge-discharge operation was repeated 10 times, and the discharge capacity in the tenth cycle was calculated.
- Table 1 shows the 10-cycle discharge capacity retention ratio of the lithium-ion capacitors of Examples 1 to 4 and Comparative Examples 1 to 11.
- the lithium-ion capacitors of Examples 1 to 4 had a large a discharge capacity as a result of using the electrolyte solution having a wide potential window, and could be charged and discharged without showing a deterioration in the electrolyte solution, the lithium-ion capacitors of Examples 1 to 4 showed excellent results for the discharge capacity, the coulombic efficiency, the DC internal resistance (DC-IR), and the cycle characteristics.
- the lithium-ion capacitors of Comparative Examples 1 and 2 showed poor results for the discharge capacity, the coulombic efficiency, the DC internal resistance (DC-IR), and the cycle characteristics (i.e., exhibited poor charge-discharge characteristics).
- the lithium-ion capacitors of Comparative Examples 4 and 5 were produced using the non-aqueous electrolyte solution having a ratio (M B /M C ) of less than 0.001. As a result, the lithium-ion capacitors of Comparative Examples 4 and 5 showed poor results for the discharge capacity, the coulombic efficiency, the DC internal resistance (DC-IR), and the cycle characteristics (i.e., exhibited poor charge-discharge characteristics).
- the lithium-ion capacitors of Comparative Examples 6 to 9 were produced using a component (vinylene carbonate, ethylene carbonate, ethyl methyl carbonate, diethyl carbonate, propylene carbonate) that is used for a normal non-aqueous electrolyte solution. However, since the component (A) was not completely dissolved, the lithium-ion capacitors could not be evaluated.
- a component vinyl carbonate, ethylene carbonate, ethyl methyl carbonate, diethyl carbonate, propylene carbonate
- the lithium-ion capacitors of Comparative Examples 10 and 11 were produced using the non-aqueous electrolyte solution having a ratio (M B /M C ) of more than 0.5. However, since the component (A) was not completely dissolved, the lithium-ion capacitors could not be evaluated.
- the invention includes various other configurations substantially the same as the configurations described in connection with the above embodiments (e.g., a configuration having the same function, method, and results, or a configuration having the same objective and results).
- the invention also includes a configuration in which an unsubstantial part (element) described in connection with the above embodiments is replaced with another part (element).
- the invention also includes a configuration having the same effects as those of the configurations described in connection with the above embodiments, or a configuration capable of achieving the same objective as that of the configurations described in connection with the above embodiments.
- the invention further includes a configuration in which a known technique is added to the configurations described in connection with the above embodiments.
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Cited By (4)
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US9520242B2 (en) | 2011-08-30 | 2016-12-13 | Jsr Corporation | Electrical storage device electrode binder composition, electrical storage device electrode slurry, electrical storage device electrode, and electrical storage device |
US9583278B2 (en) | 2012-06-18 | 2017-02-28 | Jsr Corporation | Binder composition for electrical storage device electrodes, slurry for electrical storage device electrodes, electrical storage device electrode, and electrical storage device |
US9758629B2 (en) | 2012-09-11 | 2017-09-12 | Jsr Corporation | Composition for producing protective film, protective film, and electrical storage device |
CN108780707A (zh) * | 2016-03-18 | 2018-11-09 | 国立大学法人信州大学 | 锂复合负极及混合电容器以及它们的制造方法 |
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WO2015186568A1 (fr) * | 2014-06-04 | 2015-12-10 | 株式会社トクヤマ | Solution électrolytique non aqueuse et dispositif de stockage d'électricité l'utilisant |
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JP2004006240A (ja) * | 2002-04-02 | 2004-01-08 | Nippon Shokubai Co Ltd | イオン伝導性材料 |
US20090174986A1 (en) * | 2005-03-31 | 2009-07-09 | Fuji Jukogyo Kabushiki Kaisha | Lithium ion capacitor |
WO2010021391A1 (fr) * | 2008-08-22 | 2010-02-25 | 日宝化学株式会社 | Composé ionique, son procédé de fabrication et matière conductrice d'ions le comprenant |
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JP2008179622A (ja) * | 2006-12-25 | 2008-08-07 | Nichicon Corp | イオン性化合物 |
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JP2004006240A (ja) * | 2002-04-02 | 2004-01-08 | Nippon Shokubai Co Ltd | イオン伝導性材料 |
US20090174986A1 (en) * | 2005-03-31 | 2009-07-09 | Fuji Jukogyo Kabushiki Kaisha | Lithium ion capacitor |
WO2010021391A1 (fr) * | 2008-08-22 | 2010-02-25 | 日宝化学株式会社 | Composé ionique, son procédé de fabrication et matière conductrice d'ions le comprenant |
US20110150736A1 (en) * | 2008-08-22 | 2011-06-23 | Yuji Hagiwara | Ionic compound, method for producing the same, and ion-conductive material comprising the same |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
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US9520242B2 (en) | 2011-08-30 | 2016-12-13 | Jsr Corporation | Electrical storage device electrode binder composition, electrical storage device electrode slurry, electrical storage device electrode, and electrical storage device |
US9583278B2 (en) | 2012-06-18 | 2017-02-28 | Jsr Corporation | Binder composition for electrical storage device electrodes, slurry for electrical storage device electrodes, electrical storage device electrode, and electrical storage device |
US9758629B2 (en) | 2012-09-11 | 2017-09-12 | Jsr Corporation | Composition for producing protective film, protective film, and electrical storage device |
CN108780707A (zh) * | 2016-03-18 | 2018-11-09 | 国立大学法人信州大学 | 锂复合负极及混合电容器以及它们的制造方法 |
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WO2012105307A1 (fr) | 2012-08-09 |
KR20140027101A (ko) | 2014-03-06 |
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